22786-75-0

Upstream product

• 71-23-8 propan-1-ol 
• 150-60-7 dibenzyl disulphide 
• 32362-99-5 benzylthioacetate 
• 74-88-4 methyl iodide 
• 802294-64-0 propionic acid 
• 76942-34-2 1-methyl-3,5-bis<(ethylamino)carbonyl>-4-(benzylthio)-1,4-dihydropyridine 
• 123-62-6 propionic acid anhydride 
• 100-44-7 benzyl chloride 
• 100-53-8 phenylmethanethiol 

Downstream Products

• 122-74-7 propionic acid-(3-phenyl-propyl ester) 
• 504414-69-1 S-benzyl methylmalonic acid half thioester 

Relevant academic research and scientific papers

Microwave-assisted direct thioesterification of carboxylic acids

A one-pot synthesis of thioesters directly from carboxylic acids, N,N′-diphenylthiourea, triethylamine, and primary alkyl halides is described. Microwave-assisted heating and a catalytic amount of 4- (dimethylamino)pyridine (DMAP) further improved the yields. Both aromatic and aliphatic carboxylic acids were converted to the corresponding thioesters, and many functional groups were compatible with this reaction. Several possible reaction intermediates were investigated, and the quaternary ammonium salts, derived from alkyl halides and tertiary amines, were the intermediates to yield thioesters. A new reaction mechanism for this thioesterification is proposed.

Cleavage of S-S bond by Sm/cat. CoCl2 or Sm/cat. CoCl2 · 6H2O system. A novel method for the synthesis of thiolesters

The Sm/cat. CoCl2 or Sm/cat. CoCl2 · 6H2O system promoted dlsulfides to react with anhydrides or acyl chlorides to afford thiolesters in good yields under mild and neutral conditions.

Triphenylphosphine/germanium(IV) chloride combination: A new agent for the reduction of α-bromo carboxylic acid derivatives

The Ph3P/GeCl4 combination was found to be effective for the reduction of various α-bromo carboxylic acid derivatives. When a-bromo carboxylic acid derivatives were treated with Ph3P/GeCl4, the corresponding dehalogenated products were obtained in good to excellent yields. Moreover, selected carboxylic acid derivatives were dehalogenated even when a catalytic amount (0.2 equiv) of GeCl4 was employed in the presence of water (1.0 equiv). The present reduction was also applied to the selective half-reduction of an α,α-dibromo-β-lactam.

Preparation of 4--1,4-dihydropyridines and Their Use as Thiolate-transferring Agents

Alkane- (or arene)-thiols or thiolates add smoothly to esters or amides of 1-methylpyridinium-3,5-dicarboxylic acid salts; on treatment of these adducts with activated acid-derivatives, thioesters are formed in excellent yields.